Flights To Chester County - Cheap Flights Starting at CA $341

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Chester County's top cities

A street lined with historic buildings, a sign for Kildogge's Pub, and a banner for West Chester Restaurant Week.

West Chester

Flights
West Chester

How Much Does it Cost To Fly To Chester County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Nov 11 - Sat, Nov 14
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $599 Roundtrip, found 1 day ago
CA $599
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 11 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sat, Nov 14, priced at CA $599 found 1 day ago
Fri, Dec 4 - Mon, Dec 14
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $616 Roundtrip, found 2 days ago
CA $616
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Dec 4 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Mon, Dec 14, priced at CA $616 found 2 days ago
Fri, Nov 6 - Mon, Nov 9
YYZ
Pearson Intl.
PHL
Philadelphia Intl.
CA $651 Roundtrip, found 2 hours ago
CA $651
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Nov 6 from Pearson Intl. to Philadelphia Intl., returning Mon, Nov 9, priced at CA $651 found 2 hours ago
Sun, Dec 13 - Sat, Jan 2
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $660 Roundtrip, found 2 days ago
CA $660
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Dec 13 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sat, Jan 2, priced at CA $660 found 2 days ago
Tue, Dec 15 - Sat, Jan 2
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $673 Roundtrip, found 8 hours ago
CA $673
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Dec 15 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sat, Jan 2, priced at CA $673 found 8 hours ago
Tue, Nov 10 - Sat, Nov 14
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $678 Roundtrip, found 2 days ago
CA $678
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 10 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sat, Nov 14, priced at CA $678 found 2 days ago
Sat, Oct 31 - Sun, Nov 1
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $683 Roundtrip, found 7 hours ago
CA $683
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Oct 31 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Sun, Nov 1, priced at CA $683 found 7 hours ago
Tue, Nov 10 - Fri, Nov 13
YUL
Pierre Elliott Trudeau Intl.
PHL
Philadelphia Intl.
CA $686 Roundtrip, found 2 days ago
CA $686
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 10 from Pierre Elliott Trudeau Intl. to Philadelphia Intl., returning Fri, Nov 13, priced at CA $686 found 2 days ago
OriginDestinationTravel datesFlights from*
ATLPhiladelphiaOctober 30 to November 3CA $119
TPANew CastleDecember 3 to December 6CA $188
MCOPhiladelphiaOctober 23 to October 27CA $223
FLLTrentonDecember 3 to December 6CA $261
SJUPhiladelphiaOctober 30 to November 3CA $294
TPAPhiladelphiaDecember 9 to December 15CA $325
MCOLititzNovember 23 to November 27CA $384
FLLNew CastleNovember 23 to November 26CA $394
BOSPhiladelphiaJanuary 16 to January 19CA $446
LAXPhiladelphiaNovember 17 to November 22CA $462
DFWPhiladelphiaNovember 9 to November 14CA $774
PEKPhiladelphiaNovember 26 to January 9CA $1,972
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPANew CastleOctober 10 to October 12CA $313
FLLPhiladelphiaOctober 10 to October 12CA $605
MCOPhiladelphiaOctober 11 to October 14CA $707
ATLPhiladelphiaOctober 11 to October 15CA $716
LAXPhiladelphiaOctober 9 to October 12CA $956
BOSPhiladelphiaOctober 10 to October 12CA $959
DFWPhiladelphiaOctober 10 to October 13CA $1,101
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Valley Forge Casino Resort
4.0-star property

Valley Forge Casino Resort

Nov 15 - Nov 20

5 night stay

Toronto (YYZ) to Philadelphia (PHL)

American Airlines • Roundtrip • Coach
Price was CA $1,461, price is now CA $1,219 per person
CA $1,219
per person
found 17 hours ago
Hotel Anna & Bel
4.0-star property

Hotel Anna & Bel

Oct 24 - Oct 26

2 night stay

Toronto (YYZ) to Philadelphia (PHL)

Delta • Non-stop roundtrip • Coach
Price was CA $2,071, price is now CA $1,671 per person
CA $1,671
per person
found 1 day ago
The Rittenhouse Philadelphia
5.0-star property

The Rittenhouse Philadelphia

Oct 24 - Oct 26

2 night stay

Toronto (YYZ) to Philadelphia (PHL)

Delta • Non-stop roundtrip • Coach
Price was CA $2,084, price is now CA $1,722 per person
CA $1,722
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Chester County
View all trips

Travelers ❤️ These Chester County 🏨

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
9/10 Wonderful! (4,854 reviews)
"The checkin time was delayed to around 5pm that day. We asked staffs multi times but staffs just keep changing checkin time without giving any reason. Also no text updates when room is ready. The experience was terrible and wont stay next time in Philly."

Reviewed on Oct 7, 2026

Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
8.8/10 Excellent! (3,309 reviews)
"Cat at the front desk is great!"

Reviewed on Oct 7, 2026

Opens in a new windowThe Windsor Suites
Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

3.5 out of 5
31 S 19th St Philadelphia PA
Stay at this hotel in Philadelphia. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
9/10 Wonderful! (2,533 reviews)
"N/A"

Reviewed on Oct 7, 2026

Opens in a new windowMotto by Hilton Philadelphia Rittenhouse Square
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Xfinity Mobile Arena and Lincoln Financial Field are located nearby.
8.4/10 Very good! (114 reviews)
"Comfortable stay very nice and warm. I would consider use them again"

Reviewed on Oct 7, 2026

Opens in a new windowDoubletree by Hilton Philadelphia Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Chester County?
Some thrifty travelers scored a roundtrip flight to Chester County for as little as CA $119 during the last seven days. If you spot a great bargain, book fast. Cheap deals don't hang around for long! This price was available on Travelocity for flights to Chester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Chester County?
Pack your luggage and head off with one of the 15 airlines that operate flights to Chester County. Consider booking with favorite carrier, American Airlines. It offers approximately 7,691 flights each month to Upper Oxford Township, Chester County's primary city, so finding your perfect fare should be easy.
What is the cheapest month to fly to Chester County?
November is the cheapest period to board a plane to Chester County — that's based on Travelocity's direct return flight demand from January to December last year. We're here to help you lock in a great bargain so you can start planning your itinerary today.
How can I check my flight status to Chester County?
Whether you want to view the status of your flight to Chester County or change your itinerary, you'll find all the important details on our handy portal, Trips. Click on "Trips" at the top right of our homepage, then sign in or create an account. Another easy way to view and manage all your bookings is with the Travelocity app. Get alerts about flight delays or gate changes and easily share details with any friends or family flying with you.
How do I find the best deals on flights to Chester County?
Being flexible with your dates is one of the best ways to grab a bargain. Travelocity makes it a snap to find your perfect fare through the "Flexible dates" feature. First, search for your Chester County flight, then compare prices for surrounding days by hitting the "Flexible dates" box above. Booking ahead of time and avoiding peak season are other suggestions. In the last seven days, the cheapest price for a return flight to Chester County was CA $119 on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chester County with Travelocity?
Where to start! With cheap flights to Chester County, rental cars and activities, you'll discover all you need for the perfect getaway with Travelocity. Book your cheap family flights and take advantage of our round-the-clock customer assistance and free cancellations on select hotels if you need. Our aim is to offer stress-free travel every time you book with us so that you can spend less time on the planning and more time having fun with your friends and family.
What are the most popular flight routes to Chester County?
To help you find flights to Chester County, here's our list of some of the busiest routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Philadelphia Intl. Airport (PHL) - 3,020 flights a month.
  • Boston, MA (BOS-Logan Intl.) to Philadelphia Intl. Airport (PHL) - 2,361 flights a month.
  • Orlando, FL (MCO-Orlando Intl.) to Philadelphia Intl. Airport (PHL) - 2,244 flights a month.

How much is a flight to Chester County on average?
Get your next vacation off to a flying start by snapping up a fantastic deal with Travelocity. In the last seven days, roundtrip flights to Chester County cost between CA $119 and CA $1,972. Have a look at our site and secure a ticket that suits your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.